Strategic Sales Executive

About Portside Portside is a leading provider of cloud-based software solutions for the global aviation industry. Our platform powers critical operations across business aviation, regional airlines, and aircraft leasing & finance, helping over 1,000 aviation organizations streamline operations, improve decision-making, and operate more efficiently. Backed by leading technology investors Vista Equity Partners and Insight Partners, Portside is entering an exciting phase of growth. We are expanding our platform, investing in AI driven innovation, and building a global team focused on shaping the future of aviation technology. Job Summary Portside is seeking a Strategic Sales Executive to drive growth across a portfolio of key aviation customers and prospects. This role is responsible for developing executive relationships, identifying expansion opportunities, and positioning Portside as a long-term technology partner across multiple aviation segments, including charter, fractional, corporate flight departments, regional airlines, emergency services, and government operators. The ideal candidate has a consultative, enterprise-sales mindset and a proven ability to manage complex, multi-stakeholder sales cycles. This role will focus on expanding customer relationships, increasing platform adoption, and driving recurring revenue growth through strategic account planning and solution-based selling. This position requires travel up to 30% of the time. Key Responsibilities Own and grow a portfolio of strategic accounts across charter, fractional, corporate, regional airline, emergency services, and government aviation segments. Develop and execute account strategies that drive adoption of the broader Portside platform through cross-sell, upsell, and expansion opportunities. Position Portside as a strategic technology partner by aligning solutions to customers' operational, financial, and commercial objectives. Build and maintain executive-level relationships with key stakeholders, including C-suite leaders, operations teams, finance organizations, maintenance leaders, flight departments, and IT teams. Lead complex sales cycles from opportunity identification through negotiation, contracting, and successful handoff to implementation and customer success teams. Collaborate closely with Customer Success, Product, Marketing, and Leadership teams to maximize customer value and long-term account growth. Identify opportunities created by mergers, acquisitions, fleet...

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